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$799,999
5 Beds ⋅ 2 Baths ⋅ 1045316 MLS
Welcome to this beautifully maintained 5-bedroom, 2-bath home, lovingly cared for by the same owners for many, many years! This spacious and inviting property offers a wonderful combination of charm, comfort, and versatility, with part of the home currently utilized as an Airbnb, providing an excellent opportunity for additional income potential. Inside, you’ll find beautiful wood floors, crown molding, a cozy fireplace, central air, gas heat, and a bright, inviting sunroom perfect for enjoying your morning coffee or relaxing at the end of the day. The bedrooms are generously sized and the primary accommodates king-size furniture, while the large 'granny' attic offers abundant storage. Step outside to an amazing entertaining yard featuring a sparkling inground pool, spacious deck, and plenty of room for gatherings and summer fun. The large driveway provides ample parking, complemented by a garage for additional storage and convenience. Cedar-impression vinyl siding adds attractive curb appeal with easy maintenance. Ideally located less than a mile from Main Street and the railroad station, and close to the Fire Island ferries, hospitals, shopping, dining, and transportation. Whether you’re looking for a spacious home, an entertaining oasis, or a property with income-producing potential, this well-loved home offers it all!

73 Maple Avenue, Bay Shore
$1,599,000
6 Beds ⋅ 4 Baths ⋅ 1045401 MLS
Lovingly restored and thoughtfully enhanced by its current owners, this remarkable 1880 residence reflects years of careful stewardship And substantial investment. Every update was made to elevate everyday living while honoring the home's character and architectural integrity. Updates: 2021 : New Siding & Windows, New PVC & Aluminum Fencing. Leaf Filter on All Gutters 2021/2022 : Basement waterproofed ( Lifetime guarantee ) 2021/2022 : Pool heater & Filter 2022 : New Split Units 2023: Generator, 15 zone Sprinklers, Alarm system with 11 Cameras hooked up to Central Station, Doors 2024: New Kitchen & Appliances, Motorized Shades in Living Room 2025: New driveway, New walkway and Stoops 2026: 2.5 New Bathrooms, with Soaker tub on 2nd floor and wonderful shower on third floor 2026: Newly sealed bricks around pool and back walkway.

75 S Penataquit Avenue, Bay Shore
$714,000
3 Beds ⋅ 2 Baths ⋅ 1041321 MLS
Welcome to 1132 Udall Road, Bay Shore, NY 11706, a beautiful expanded cape offering comfort, charm and plenty of potential! This inviting home features 3 bedrooms and 2 full bathrooms with a spacious living room, a bright eat-in kitchen, and a formal dining room perfect for family meals and entertaining. Beautiful hardwood flooring adds warmth and character throughout the home, while two fireplaces create a cozy atmosphere. Additional highlights include an unfinished basement offering excellent storage or future potential, oil heating, and an in-unit washer and dryer. Step outside to enjoy a beautiful in-ground pool, a fully fenced yard and a sprinkler system, creating a wonderful private setting for outdoor entertaining, summer gatherings, and relaxation. Conveniently located near shopping and schools, this home offers easy access to everyday amenities while maintaining a comfortable residential setting. With its spacious layout, charming features, and fantastic outdoor space, 1132 Udall Road is ready to welcome its next proud owner. A wonderful opportunity to make this beautiful Bay Shore Cape your new home!

1132 Udall Road, Bay Shore
$2,000,000
9 Beds ⋅ 9 Baths ⋅ 1040354 MLS
Rare Waterfront Investment Opportunity On Penataquit Canal! This Exceptional Home Offers Over 180 Feet Of Prime Waterfront With 13 Private Boat Slips, Expansive Docking, And Breathtaking Views Of Fire Island. Situated At The End Of A Quiet Cul-De-Sac, This Unique Property Features A Total Of 9 Bedrooms And 9 Bathrooms, Including 5 Bedrooms With Private En-Suite Baths. Step Outside To A True Waterfront Oasis Featuring An In-Ground Pool With An In-Ground Hot Tub, A Stunning Brick Outdoor Kitchen, Expansive Paver Patio, And Swaying Palm Trees, Creating The Ultimate Resort-Style Setting For Entertaining Or Relaxing Along The Water. Whether You're Looking To Expand Your Investment Portfolio, Generate Exceptional Rental Income, Or Own A One-Of-A-Kind Waterfront Property With Endless Possibilities, This Incredible Offering Checks Every Box. A Rare Opportunity To Own A High-Income Producing Property In An Unbeatable Waterfront Location.

64 Mowbray Avenue, Bay Shore
$2,200,000
10 Beds ⋅ 7 Baths ⋅ 1037620 MLS
Step back in time and experience the grandeur of this extraordinary 1850 Victorian estate, a truly one-of-a-kind residence where timeless architecture, remarkable scale, and old-world craftsmanship create something rarely found today. Set on 1.64 breathtaking, park-like acres, this magnificent property offers exceptional privacy, an inground pool, and endless possibilities. From the moment you enter, soaring ceilings, intricate crown moldings, beautiful hardwood floors, and exquisite period details capture the elegance and charm of a bygone era. Three expansive floors of living space feature a magnificent living room, grand banquet-sized formal dining room, large eat-in kitchen, and an inviting den with fireplace. The main residence offers an impressive ten bedrooms, seven full baths, and a full basement, providing extraordinary space and versatility. The estate also features a separate back house offering four additional bedrooms, two full baths, and a two-car garage, adding another remarkable dimension to this unique property. Rich in history and overflowing with character, this exceptional Victorian estate presents a rare opportunity to restore, reimagine, and create something truly spectacular. From its grand interior spaces to its sprawling grounds and resort-style pool, this is more than a home. It is a piece of history waiting for its next chapter. Make this extraordinary one-of-a-kind estate yours.

45 S Penataquit Avenue, Bay Shore
$2,000,000
1035730 MLS
Rare Waterfront Investment Opportunity On Penataquit Canal! This Exceptional Triplex Offers Over 180 Feet Of Prime Waterfront With 13 Private Boat Slips, Expansive Docking, And Breathtaking Views Of Fire Island. Situated At The End Of A Quiet Cul-De-Sac, This Unique Property Features A Total Of 9 Bedrooms And 9 Bathrooms, Including 5 Bedrooms With Private En-Suite Baths. Step Outside To A True Waterfront Oasis Featuring An In-Ground Pool With An In-Ground Hot Tub, A Stunning Brick Outdoor Kitchen, Expansive Paver Patio, And Swaying Palm Trees, Creating The Ultimate Resort-Style Setting For Entertaining Or Relaxing Along The Water. Whether You're Looking To Expand Your Investment Portfolio, Generate Exceptional Rental Income, Or Own A One-Of-A-Kind Waterfront Property With Endless Possibilities, This Incredible Offering Checks Every Box. A Rare Opportunity To Own A High-Income Producing Property In An Unbeatable Waterfront Location.

64 Mowbray Avenue, Bay Shore
$729,000
4 Beds ⋅ 2 Baths ⋅ 1028145 MLS
Welcome to this charming Cape Cod. Step outside to your own private backyard with a basketball court, above ground pool, covered patio and plenty of room for entertaining.

27 W Lakeland Street, Bay Shore
$719,000
3 Beds ⋅ 3 Baths ⋅ 999745 MLS
A second opportunity to own this beautiful custom Cape Cod at 1333 Boston Ave in Bay Shore, offering an incredible backyard oasis with an in-ground pool, detached 2-car garage, and peaceful Greenbelt privacy. From the moment you arrive, the inviting curb appeal and charming front porch will capture your attention and the beautifully designed interior and outdoor spaces will truly steal your heart. The main level features a spacious family room with soaring cathedral ceilings and skylights, creating a bright and welcoming space that flows seamlessly into the formal dining room and kitchen. The kitchen offers warm wood cabinetry and stainless-steel appliances, while two additional bedrooms and an updated full bathroom complete the first floor. Upstairs, the spacious primary suite provides a private retreat, featuring a full en-suite bathroom, walk-in closet, and additional space perfect for a vanity, sitting area, or home office. The partially finished basement offers even more versatility, with space for a den, office, home gym, or recreation area. A laundry area, half bathroom, and large storage room complete the lower level. Step outside and discover your own private backyard oasis! The expansive deck overlooks a custom 18' x 36' in-ground pool, creating the perfect setting for summer entertaining, relaxing, and making memories. Greenbelt privacy adds to the peaceful outdoor experience. Additional highlights include an expansive driveway and detached 2-car garage. Recent updates include gas heat (2012), roof and vinyl siding (2014), and garage roof (2025). Move-in ready and thoughtfully designed for year-round enjoyment, this wonderful Cape Cod offers the perfect blend of comfort, charm, privacy, and outdoor living. Don't miss this second opportunity to make this special home your own!

1333 Boston Avenue, Bay Shore
$1,499,990
5 Beds ⋅ 4 Baths ⋅ 1001324 MLS
Nestled on Long Island’s coveted South Shore in desirable Bay Shore, this stunning five-bedroom ranch offers luxury living with a true resort-style feel. Beautifully landscaped grounds create a private backyard oasis featuring an Olympic-size swimming pool, expansive patio for entertaining, and a lighted professional tennis court for day or evening play. Inside, the home blends comfort and sophistication with an oversized family room ideal for gatherings, a sunroom showcasing panoramic yard views, and a chef’s kitchen featuring premium appliances, including a full-size Sub-Zero refrigerator and separate full-size Sub-Zero freezer with abundant storage. Recent upgrades include a Brand New sprinkler system, owned solar panels, a renovated double shower in the primary suite, updated heating and A/C in the kitchen, and a newly installed 5-ton central A/C unit. An upper-level bedroom with a private roof deck overlooks the pool and tennis court, completing this exceptional Bay Shore retreat. A rare opportunity to enjoy luxury, recreation, and effortless South Shore living.

9 Dove Lane, Bay Shore
$1,300,000
6 Beds ⋅ 5 Baths ⋅ 970268 MLS
Great South Bay lifestyle, resort style backyard, multigenerational flexibility, and easy access to NYC. This expansive 6 bedroom, 4.5 bath Colonial offers incredible space and versatility. The main residence features 3 bedrooms, 2.5 baths, generous living areas, and an upstairs office, while the legal accessory dwelling unit offers 2 bedrooms, 2 full baths, and a separate entrance, ideal for multigenerational living, extended family, or guests. Step outside to your private backyard retreat with an in ground pool, spacious patio, and bocce court, perfect for entertaining or relaxing at home. With 2 zone gas heating, 300 amp electric service, ample parking, proximity to the Great South Bay, LIRR, and NYC, this home offers the space, flexibility, and lifestyle you’ve been looking for. More space. More possibilities. One incredible Bay Shore lifestyle.

108 Awixa Avenue, Bay Shore

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.